CA $205 Cheap Flights from Chicago (ORD) to San José del Cabo (SJD)

Popular airlines from Chicago O'Hare International Airport (ORD) to Los Cabos Intl. Airport (SJD)

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Cheap flights from Chicago (ORD) to San José del Cabo (SJD)

Prices were available within the past 7 days and start at CA $205 for one-way flights and CA $475 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Volaris
Volaris
Volaris
Volaris
Volaris
Volaris
Alaska Airlines
Aeromexico
American Airlines
Hawaiian Airlines

Find the cheapest month to fly from Chicago (ORD) to San José del Cabo (SJD)

September is typically the cheapest month to fly

From CA $453 - CA $609 per traveller.

Graph displaying average flight prices per month

Flight from Chicago to San José del Cabo (ORD - SJD) route information
Origin airport
O'Hare Intl.
Destination airport
Los Cabos Intl.
Airlines serving
Aeromexico, American Airlines, Delta, Viva, Volaris
Roundtrip price
CA $474
Distance
2890 km
Average flight time
3 hours 40 mins

Chicago to San José del Cabo Flights

The easy way to book your flights from Chicago to San José del Cabo 

With Expedia, it’s simple to find and book flights to San José del Cabo from Chicago whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to Los Cabos Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Chicago to San José del Cabo today, tomorrow, or this week.  

 

Save dollars with cheap flights from O'Hare Intl., ORD to Los Cabos Intl., SJD 

Sort your search results by price to find great deals on your flight from Chicago to San José del Cabo—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to San José del Cabo from Chicago currently is just CA $475 rising to CA $524.  

Here are more money-saving tips: 

  • Fly in September when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to San José del Cabo  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to San José del Cabo from Chicago 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to San José del Cabo with Expedia today.

Frequently asked questions

How much is a flight from O'Hare Airport to Los Cabos Airport?
Round-trip flights from ORD to Los Cabos Intl. Airport (SJD) start from CA $475. This is based on fares advertised within the last 7 days on Expedia for flights departing within the next year — make your booking ASAP so you don't miss out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from O'Hare Intl. Airport (ORD) to Los Cabos Airport?
When it comes to cancellation fees, each airline has its own set of terms and conditions. If you decide to cancel your trip, head to our Customer Service Portal.
How do I find cheap flights from ORD to Los Cabos Intl. Airport (SJD) that have flexible change policies?
Flights from O'Hare Airport to Los Cabos Intl. Airport (SJD) with flexible change policies are available with many carriers. Simply use our "No change fees" filter when searching. You'll only need to pay the cost difference between the two flights, with no extra fees to worry about.
How many hours is the flight from O'Hare Intl. Airport (ORD) to Los Cabos Airport?
The flight time from O'Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD) is around 7 hours and 14 minutes. Put your headphones on, listen to your favourite podcast and the hours will whiz by.
How far is the flight from O'Hare Airport to Los Cabos Airport?
Around 2,900 kilometres separates Chicago and San José del Cabo, so pack something to keep you busy for a couple of hours. That gripping novel you haven't started will be just the ticket.
Which airlines fly direct from O'Hare Airport to SJD?
With 30 flights a month from ORD to Los Cabos Airport, United Airlines (UA) is a terrific choice. American Airlines (AA) is also worth considering. It operates 30 flights a month. Between these two airlines, you'll be able to find a great deal from Chicago to San José del Cabo.
Are O'Hare Airport to SJD flight tickets cheaper when they're purchased at the last minute?
Booking your trip from O'Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD) last minute could be your ticket to a cheap deal. However, it could end up costing a good deal more! If you'd rather avoid the risk, book well ahead of your departure date. In fact, Expedia has some of the biggest bargains as far ahead as 12 months in advance. If your preferred air carrier hasn't released tickets yet, check back often as deals are updated on Expedia all the time.

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